Pyreno[2,1-b]pyrrole and Bis(pyreno[2,1-b]pyrrole) as Selective Chemosensors of Fluoride Ion: A Mechanistic Study | Zendy

ChiaI Lin | Zendy; S. Selvi | Zendy; JimMin Fang | Zendy; PiTai Chou | Zendy; ChinHung Lai | Zendy; YiMing Cheng | Zendy

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Pyreno[2,1-b]pyrrole and Bis(pyreno[2,1-b]pyrrole) as Selective Chemosensors of Fluoride Ion: A Mechanistic Study

Author(s) -

ChiaI Lin,

S. Selvi,

JimMin Fang,

PiTai Chou,

ChinHung Lai,

YiMing Cheng

Publication year - 2007

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/jo070169w

Subject(s) - chemistry , fluoride , iodide , bromide , perchlorate , pyrrole , chloride , thiocyanate , inorganic chemistry , dissociation (chemistry) , selectivity , fluorescence , ion , photochemistry , medicinal chemistry , organic chemistry , catalysis , physics , quantum mechanics

Pyreno[2,1-b]pyrrole and its dimeric derivative display excellent selectivity and sensitivity for detection of fluoride ion, in comparison with chloride, bromide, iodide, acetate, dihydrogen phosphate, hydrogen sulfate, perchlorate, nitrate, and thiocyanate ions. The hydrogen bonding with fluoride ion, both in formation and in subsequent dissociation, provides remarkable colorimetric and fluorescent changes in the visible region that are advantageous for real-time and on-site application. Detailed NMR and dynamic fluorescence spectroscopic analyses establish the associated mechanism.

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